139894-31-8

Basic information

• Product Name: (2R,3S)-3-carbomethoxy-2,3-dimethylcyclohexan-1-one
• Synonyms: (2R,3S)-3-carbomethoxy-2,3-dimethylcyclohexan-1-one
• CAS NO: 139894-31-8
• Molecular Weight: 184.235
• Mol File: 139894-31-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3S)-3-carbomethoxy-2,3-dimethylcyclohexan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-carbomethoxy-2,3-dimethylcyclohexan-1-one(139894-31-8)
• EPA Substance Registry System: (2R,3S)-3-carbomethoxy-2,3-dimethylcyclohexan-1-one(139894-31-8)

Safety Data

• Hazardous Substances Data: 139894-31-8(Hazardous Substances Data)

Downstream Products

• 115588-50-6 (1S,2S)-1,2-dimethyl-1-acetylcyclohexane 
• 139894-33-0 (1S,2S)-1-carbomethoxy-1,2-dimethylcyclohexane 
• 7112-19-8 1r,2c-Dimethyl-cyclohexancarbonsaeure-⁽¹⁾ 
• 139760-69-3 (1S,2R,3S)-3-carbomethoxy-2,3-dimethyl-1-hydroxycyclohexane 

Relevant articles and documents

Diastereoselective ester enolate alkylations. Asymmetric syntheses of 3-alkyl-3-carbomethoxy-2-exo-methylenecyclohex-5-en-1-ones

Enolate 12, designed to take advantage of potential chelation sites on the chiral auxiliary, (S)-2-(methoxymethyl)pyrrolidine, gives excellent diastereoselectivities for alkyl-, propargyl-, and cyanomethylations; negligible diastereoselectivities were observed for allyl- and benzylations. The resulting 3-substituted 3-carbomethoxy-1,4-cyclohexadienes 3a-g were converted to 3-substituted 3-carbomethoxy-2-exo-methylenecyclohex-5-en-1-ones 4a-g. Experiments designed to detect the possible involvement of single-electron transfer during alkylation of enolate 12 indicate that alkylations most probably occur via the SN2 pathway.